Thirteen undescribed alkaloids (sinotumines A-M), including five oxoisoaporphine, a benzo[h]quinoline, an aporphine, two protoberberine, two hasubanane, and two proaporphine alkaloids, and 50 known analogues were isolated from the 95% aqueous EtOH extract of the stems and rhizomes of Sinomenium acutum. The structures and absolute configurations of the isolates were elucidated on the basis of comprehensive analysis of 1D and 2D NMR, HRMS, single-crystal X-ray diffraction, and comparison of the experimental and calculated electronic circular dichroism (ECD) data. Sinotumine F, a rare benzo[h]quinoline alkaloid, was speculated as an oxidation product of the oxoisoaporphine alkaloid, and its putative biosynthetic pathway is proposed. Sinotumines L and M are the first samples of proaporphine-based heterodimers coupled with 1-heptanone and coniferol alcohol moiety, respectively. The T-cell suppression and NO inhibition effects of the isolates were evaluated.

中文翻译：

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秦岭华夏叶茎和根茎生物碱

从茎的 95% EtOH 水溶液提取物中分离出 13 种未描述的生物碱（sinotumines AM），包括 5 种氧代异皂啡、一种苯并 [h] 喹啉、一种阿朴啡、两种原小檗碱、两种hasubanane 和两种原阿朴啡生物碱，以及 50 种已知类似物Sinomenium acutum 的根茎。通过一维和二维核磁共振、HRMS、单晶X射线衍射的综合分析，以及实验和计算电子圆二色性(ECD)数据的比较，阐明了分离物的结构和绝对构型。Sinotumine F 是一种稀有的苯并 [h] 喹啉生物碱，被推测为氧代异皂啡生物碱的氧化产物，并提出了其推定的生物合成途径。Sinotumines L 和 M 是第一个分别与 1-庚酮和松柏醇部分偶联的基于丙卟啉的异二聚体样品。评估了分离株的 T 细胞抑制和 NO 抑制作用。